Marvin  02251312472D          

 14 16  0  0  0  0            999 V2000
    9.8248  -21.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3436  -20.9331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1040  -20.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3259  -20.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3874  -20.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6039  -20.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567  -20.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8968  -21.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3647  -21.8533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7323  -21.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0504  -21.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9795  -20.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7467  -20.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0983  -22.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
  8 10  1  0  0  0  0
 13 11  2  0  0  0  0
  1 11  1  0  0  0  0
 13 12  1  0  0  0  0
  5 12  1  0  0  0  0
  4 13  1  0  0  0  0
  6  5  2  0  0  0  0
  3  4  2  0  0  0  0
  2  1  2  0  0  0  0
  7  8  2  0  0  0  0
  7  6  1  0  0  0  0
  2  3  1  0  0  0  0
  1 14  1  0  0  0  0
M  END
> <ID>
CHEBI:5623

> <NAME>
harman

> <DEFINITION>
An indole alkaloid fundamental parent with a structure of 9H-β-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.

> <STAR>
3

> <SYNONYM>
passiflorin; loturine; locuturine; locuturin; L-methylpyridobindole; harmane; Harman; aribine; aribin; 1-methylnorharman; 1-methyl-beta-carboline; 1-methyl-9H-beta-carboline; 1-methyl-2-carboline

> <IUPAC_NAME>
1-methyl-9H-pyrido[3,4-b]indole

> <FORMULA>
C12H10N2

> <MASS>
182.22120

> <MONOISOTOPIC_MASS>
182.08440

> <CHARGE>
0

> <SMILES>
Cc1nccc2c3ccccc3[nH]c12

> <INCHI>
InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3

> <INCHIKEY>
PSFDQSOCUJVVGF-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
143898

> <CAS_REGISTRY_NUMBER>
486-84-0

> <REAXYS_REGISTRY_NUMBER>
143898

> <CHEMIDPLUS>
486-84-0

> <KEGG_COMPOUND_ACCESSION>
C09209

> <KNAPSACK_ACCESSION>
C00001736

> <LINCS_ACCESSION>
LSM-19989

> <NIST_CHEMISTRY_WEBBOOK>
486-84-0

> <PUBMED_CITATION>
11473435; 19645722; 20732341; 22757671; 22981972; 23544153; 24103378; 24300779; 24486683

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